Glyco- and sphingophosphonolipids from the medusa Phyllorhiza punctata: NMR and ESI-MS/MS fingerprints

Souza, Lauro Mera de; Iacomini, Marcello; Gorin, Philip A.J.; Sari, Roger Shoji; Haddad, Maria Angélica; Sassaki, Guilherme L.

doi:10.1016/j.chemphyslip.2006.11.001

Cited by 50 publications

(54 citation statements)

References 39 publications

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“…There are a variety of other compounds present in the algal samples, as in all organisms, but most of these compounds were not present in sufficient concentrations to produce distinct peaks in the algal spectra. For instance, characteristic chemical shifts for biological extracts of chlorophyll ($11 ppm), carotenoids ($13-15, $125-145 ppm), sulfoquinovosyldiacylglycerol (SQDG,$99,$75,$73,$70,$66,$64,and $55 ppm), and monogalactosyldiacylglycerol (MGDG, $103, $74, $73, $71, $70, $68, and $62 ppm) have been reported (de Souza et al, 2006;Pollesello et al, 1993), and these compounds did not contribute prominent, discernable signals (cf. Figs.…”

Section: Interference Analysismentioning

confidence: 96%

Lipid analysis of Neochloris oleoabundans by liquid state NMR

Beal¹,

Webber²,

Ruoff³

et al. 2010

Biotech & Bioengineering

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This study is an evaluation of liquid state NMR as a tool for analyzing the lipid composition of algal cultures used for biodiesel production. To demonstrate the viability of this approach, (13)C NMR was used to analyze the lipid composition of intact cells of the algal species, Neochloris oleoabundans (UTEX #1185). Two cultures were used in this study. One culture was "healthy" and grown in conventional media, whereas the other culture was "nitrogen-starved" and grown in media that lacked nitrate. Triglyceride was determined to be present in both cultures by comparing the algal NMR spectra with published chemical shifts for a wide range of lipids and with a spectrum obtained from a triglyceride standard (glyceryl trioleate). In addition, it is shown that (1) the signal-to-noise ratio of the approximately 29.5 ppm methylene peak is indicative of the lipid content and (2) the nitrogen-starved culture contained a greater lipid content than the healthy culture, as expected. Furthermore, the nitrogen-starved culture produced spectra that primarily contained the characteristic peaks of triglyceride (at approximately 61.8 and approximately 68.9 ppm), whereas the healthy culture produced spectra that contained several additional peaks in the glycerol region, likely resulting from the presence of monoglyceride and diglyceride. Finally, potential interferences are evaluated (including the analysis of phospholipids via (31)P NMR) to assess the specificity of the acquired spectra to triglyceride. These results indicate that NMR is a useful diagnostic tool for selectively identifying lipids in algae, with particular relevance to biodiesel production.

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Section: Interference Analysismentioning

confidence: 96%

Lipid analysis of Neochloris oleoabundans by liquid state NMR

Beal¹,

Webber²,

Ruoff³

et al. 2010

Biotech & Bioengineering

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“…This is the first report to use shotgun lipidomics for the analysis of bacterial non-phosphorus-containing lipids such as SLs, TMHSs, and OLs. Normally, the analysis of these lipids requires their isolation via column chromatography or TLC (25,37,48,(56)(57)(58)(59) and HPLC (60) prior to mass spectrometric detection. FA distributions in these lipid classes are obtained by GC-MS analysis of a chromatographic fraction or TLC spots (47,48,56,61).…”

Section: Discussionmentioning

confidence: 99%

A shotgun lipidomics approach in Sinorhizobium meliloti as a tool in functional genomics

Basconcillo

Zaheer

Finan

et al. 2009

Journal of Lipid Research

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A shotgun lipidomics approach that allowed the analysis of eight lipid classes directly from crude extracts of the soil bacterium Sinorhizobium meliloti is presented. New MS-MS transitions are reported for the analysis of monomethylphosphatidylethanolamines, dimethylphosphatidylethanolamines, and three bacterial non-phosphorus-containing lipid classes [sulfoquinovosyldiacylglycerols, ornithines, and diacylglyceryl-(N,N,N-trimethyl)-homoserines]. Unique MS-MS transitions allowed the analysis of isomeric species from various lipid classes without chromatography. Analyses required small sample amounts and minimal preparation; thus, this methodology has excellent potential to be used as a screening tool for the analysis of large numbers of samples in functional genomics studies. FA distributions within lipid classes of S. meliloti are described for the first time, and the relative positions of fatty acyl substituents (sn-1, sn-2) in phospholipids are presented. FA distributions in diacylglyceryl-(N, N,N-trimethyl)-homoserines were identical to those of phospholipids, indicating a common biosynthetic origin for these lipids. The method was applied to the analysis of mutants deficient in the PhoB regulator protein. Increased lipid cyclopropanation was observed in PhoB-deficient mutants under P i starvation.-Basconcillo, L. S., R. Zaheer, T. M. Finan, and B. E. McCarry. A shotgun lipidomics approach in Sinorhizobium meliloti as a tool in functional genomics.

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“…In the 13 C-NMR spectrum of the lipid extract, minor abundant signals at y 120-140 can be attributed to double bounds. Moreover, its 1 H spectrum contained two small signals at y 5.10 and 5.30, consistent with olefinic protons (see supplementary Fig.…”

Section: Nmr Analysis Of Total Polar Lipidsmentioning

confidence: 99%

“…The spectra were obtained at 30°C, and the 13 C chemical shifts measured in relation to Me 4 Si (y 5 0).…”

Section: Nmr Analysis Of Archaeal Lipidsmentioning

confidence: 99%

“…One of the most powerful is mass spectrometry (MS), in which tandem-MS configuration has been successfully employed to characterize the structures of several lipids, such as glycolipids, phosphonolipids, sphingolipids, and archaeal lipids (4,(12)(13)(14)(15)(16)(17)(18). Furthermore, recent improvements in the preparation of lipid derivatives allow the employment of gas liquid chromatography-mass spectrometry (GC-MS) for a broad range of analyses (19).…”

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confidence: 99%

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Positive and negative tandem mass spectrometric fingerprints of lipids from the halophilic Archaea Haloarcula marismortui

Souza

Müller-Santos

Iacomini

et al. 2009

Journal of Lipid Research

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Lipids from the extremely halophilic Archaea, Haloarcula marismortui, contain abundant phytanyl diether phospholipids, namely archaetidic acid (AA), archaetidylglycerol (AG), archaetidylglycerosulfate (AGS), with mainly archaetidylglycerophosphate methyl ester (AGP-Me). These were accompanied by a triglycosyl archaeol (TGA), lacking characteristic sulfate groups. Tandem-mass spectrometry was employed to provide fingerprints for identifying these known lipids, as well as small amounts of unsaturated phospholipids. These contained 3 and 6 double bonds in their archaeol moiety, suggested by negative tandem-MS of intact phospholipids, as indicated by differences between their pseudo-molecular ion and specific fragment ions designated as p 2 . The core ether lipids were confirmed by electrospray ionization mass spectrometry (ESI-MS) as 2,3-di-O-phytanylsn-glycerol (C20, C20), which gave rise to a precursor-ion at

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Glyco- and sphingophosphonolipids from the medusa Phyllorhiza punctata: NMR and ESI-MS/MS fingerprints

Cited by 50 publications

References 39 publications

Lipid analysis of Neochloris oleoabundans by liquid state NMR

Lipid analysis of Neochloris oleoabundans by liquid state NMR

A shotgun lipidomics approach in Sinorhizobium meliloti as a tool in functional genomics

Positive and negative tandem mass spectrometric fingerprints of lipids from the halophilic Archaea Haloarcula marismortui

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